Johann jakob brack



UNITED STATES PATENT OFFICE.

I J OHANN JAKOB BRAOK, OF BASLE, SWITZERLAND, ASSIGNOR TO L. DURAND,HUGUENIN 85 00., OF ST. FONS, FRANCE, BASLE, SWVITZERLAND, AND

HUNINGEN, GERMANY.

DIAMIDO BASE.

SPECIFICATION forming part of Letters Patent No. 516,753, dated March20, 1894.

Application filed December 13, 1893- Serial No. 4:98.592. (SpecimPatented in France April 6, 1892, No. 220,7 in

. Germany April 6, 1892,1T0. 66,737, and in England May 17, 1892,110.9,360.

To all whom it may concern:

Be it known that I, J OHANN JAKoB BRACK, a citizen of the SwissRepublic, residing at Basle, Switzerland, have invented new and usefulImprovements in the Production of Diamido Bases, (partly patented by thefirm L. Durand, Huguenin & 00., of St. Fons, near Lyon, France, Basle,Switzerland, and Hitningen, Germany, in France by Letters Patent 10 No.220,724, dated April 6, 1892, with Letters Patent of addition datedApril 30, 1892; in England by Letters Patent No. 9,360, dated May 17,1892, and in Germany by Letters Patent No. 66,737, dated April 6, 1892,and Letr 5 ters Patent of addition No. 68,920, dated May 2, 1892;) and Ido hereby declare the following to be a full, clear, and exactdescription of the invention.

This invention relates to the manufacture, of new diamido-bases,suitable for the production of substantive cotton dyes and obtained bythe condensation of one molecule formaldehyde, with a mixture of onemolecule of a paradiamin such, for instance, as 2 5 benzidin andtolidin, and one molecule of the basic hydrochlorate of an aromaticdiamin, such for instance as basic hydrochlorate of tolidin, basichydrochlorate of benzidin, basic hydrochlorate of metaphenylendiamin and0' basic hydrochlorate of paraphenylendiamin. By way of examples, I willdescribe the mode of producing some of these new diami- 1 do-bases.

- I. Diamt'do-base derived from formalde- 5 hydaiol'idt'n and basichydrochlorate of metaphenyle'ndc'am'm.2l.2 kilos of tolidin and 14.4kilos of basic hydrochlorate of metaphenylendiamin (or a mixture ofone-half molecule of metaphenylendiamin and one- 40 half molecule ofneutral hydrochlorate of metaphenylendiamin) are stirred together withten kilos of alcohol to form a thick paste, to which is then added 7.5kilos of a forty per cent. formaldehyde solution. The 5 reaction at oncetakes place under spontaneous heating of the mass. The reaction iscompleted by heating for several hours on a water bath, the alcoholemployed being re covered by distillation. The reaction product istreated with hot, dilute hydrochloric 5o H N on, o,iI, o,H,-Nn,

c a m-1,.

Abody of identical constitution is obtained if in the above example, thehydrochlorate of 7 5 met-aphenylendiamin is replaced by hydrochlorate ofparaphenylendiamin.

II. Diam'ido-base derived from formaldehyde, tolidin, and basichydrochlomte of tolidt'n-For the production of this new diamido- 8c basethe following process is employed: 21.2 kilos of tolidin and 24.8 kilosof basic tolidin hydrochlorate, are incorporated with ten kilos of.alcohol, to form a thick paste and to this are added 7.5 kilos offormaldehyde solution of forty per cent. The mass is allowed to cool andto stand for twelve hours when it assumes by degrees a grayish greencolor; it is then heated for twelve hours on a water bath. The meltfirst becomes thinly liquid and then gradually thickens to a resinousconsistency and at the end of the operation it forms a tough,pitch-like, green mass, which after cooling, solidifies and is easilypulverized. The reaction product is treated with 5 rather more than thetheoretical quantity of hot sulfuric acid; the new base is therebycompletely dissolved while the tolidin which remained unaifected by thereaction, is separated by filtration as a salt that dissolves withdifficulty. From the sulfate solution the base is precipitated bycarbonate of soda as a light green, resinous mass that quicklysolidifies. The new base begins to liquefy at from to centigrade and iscompletely melted at to centigrade; it is easily soluble in alcohol,only slightly soluble in benzene, and almost insoluble in ether; itshydrochlorate and sulfate are readily soluble in water. The probableformula of this new body, called gformaldehyde-tolidin may be assumed toThis new body can be diazotized; the nitrite consumed correspondstolerably accurately with the two amido-groups of the above formula. Thediazo-compound, only slightly soluble in water, forms, for example, withnaphthylamin, suifo acids, substantive cotton dyes.

III. Diam'ido-base derived from formaldehyde, benz-idt'n and basichydrochlorate of benziclim-For the production of the condensationproduct from benzidin, hydrochlorate of benzidin and formaldehyde, thefollowing process is employed. 18.4 kilos of benzidin and twenty-twokilos of basic benzidin hydrochlorate, are incorporated with sufficientalcohol to produce a thick paste and this paste is added to seventy-fivekilos of formaldehyde solution of forty per cent. The mass is then leftto stand for twelve hours, when it solidifies and assumes a light yellowcolor; it is then heated for twelve hours up to centigrade or more. Themelt forms a tough, resin-like, greenish yellow mass, which, on cooling,becomes hard and brittle. The reaction product is treated with rathermore than the theoretical quantity of dilute, hot, sulfuric acid; thenew base is thereby completely dissolved,

while the benzidin, which is not afiected by the reaction, is separatedby filtration as a sulfate, of ditficult solution. From the sulfatesolution the base is precipitated by alkalies, in the form of a lightyellow, flocculent precipitate.- This new base, calledformaldehyde-benzidin, melts between 84 and 100 centigrade; it isslightly soluble in hot alcohol, but almost insoluble in benzene andether; its sulfate and hydrochlorate are easily soluble in water. Bytreating the sulfate solution with nitrite, a tetrazo-compound isobtained that dissolves with difficulty in water, and which forms, forexample, with naphtylamin sulfonic acid, substantive cotton dyes.

All of the bases described above are insoluble in water.

What I claim as my invention, and wish to secure by Letters Patent, is-

1. The herein described process for the production of diamido-basesapplicable to the manufacture of substantive cotton dyes,which consistsin condensing, with the aid of heat, one molecule of formaldehyde with amixture of one molecule of aparadiamin and one molecule of thechlohydrate of an aromatic dianiin, as set forth.

2. The herein described process for the production of diamido-bases,which consists in condensing with the aid of heat one molecule offormaldehyde, with a mixture of one molecule of tolidin and one moleculeof the chlohydrate of an aromatic diamin, as set forth.

3. The herein described diamido-base, applicable to the manufacture ofsubstantive cotton dyes, which is derived from formaldehyde, tolidin andmetaphenylendiamin, and which, in a dry state, is a light brown powder,only slightly soluble in hot alcohol and benzene, nearly insoluble inether, forms, when heated to centigrade, a resin-like mass which becomesdecomposed at higher temperature and which forms hydrochlorate andsulfate salts which are readily soluble in water, as set forth.

In witness whereof I have hereunto signed my name in the presence of twosubscribing witnesses.

JOHANN JAKOB BRAOK.

\Vitnesses:

THEODORE STACHELIN, AMAND BITTER.

